Acetic Acid → 5-Methanesulfonyl-1H-indole-2-carboxylic acid

HRID 1293548

Reaktionsgleichung

Reaktionsgleichung von HRID 1293548
C[O:2][C:3]([C:5]1[NH:6][C:7]2[C:12]([CH:13]=1)=[CH:11][C:10]([S:14]([CH3:17])(=[O:16])=[O:15])=[CH:9][CH:8]=2)=[O:4].[Li+].[OH-].C(O)(=O)C>C1COCC1.O>[CH3:17][S:14]([C:10]1[CH:11]=[C:12]2[C:7](=[CH:8][CH:9]=1)[NH:6][C:5]([C:3]([OH:4])=[O:2])=[CH:13]2)(=[O:16])=[O:15]

Komponenten

6

Edukt 3

HCID 176Acetic AcidHCID 3939Lithium HydroxideHCID 735868Methyl 5-(methylsulfonyl)-1H-indole-2-carboxylate

Produkt 1

HCID 223944465-Methanesulfonyl-1H-indole-2-carboxylic acidAusbeute 23,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of the 5-methanesulfonyl-1H-indole-2-carboxylic acid methyl ester (0.49 g) in THF (12 mL) and water (4 ml) was added LiOH (0.098 g). The reaction mixture was left to stir for 2 hours. Acetic acid was added and the product extracted with dichloromethane. The organic extracts were combined, dried with magnesium sulfate, filtered and the filtrate evaporated to give the title compound as a solid (0.110 g).

Aufarbeitung

  1. waitThe reaction mixture was left
  2. extractionthe product extracted with dichloromethane
  3. dry with materialdried with magnesium sulfate
  4. filtrationfiltered
  5. customthe filtrate evaporated

Quellen und Nachweise

ORD-Eintrag
ord-a25ae28b32a842ff8b108f159224d22d
Quelldatensatz
uspto-grants-2007_07
Patentnummer
US07238811B2

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